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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 268 Apartments in Middlebury with updated reviews, rates, and availability.

Luxurious 3BR Apartment with Premium Amenities
Smart TV, video games, table tennis, books

Luxurious 3BR Apartment with Premium Amenities

10.0 out of 10, Exceptional, (9)
"The apartment was convenient, clean, and furnished in a modern style. The management team was very helpful and responsive. Three bedrooms at a reasonable rate was perfect for our family stay!"
Luxurious 3BR Apartment with Premium Amenities
Overlook New Haven In this 2 BDR Peaceful Carribean Nest
Interior

Overlook New Haven In this 2 BDR Peaceful Carribean Nest

The price is AED 364
AED 808 total
includes taxes & fees
28 Apr - 29 Apr
Overlook New Haven In this 2 BDR Peaceful Carribean Nest
Cozy quite private location that makes you feel like home
Fridge, microwave, oven, stovetop

Cozy quite private location that makes you feel like home

10.0 out of 10, Exceptional, (3)
"The apartment had everything we needed for our short trip. Bedrooms were cozy and had soft beds, big closets, and their own TVs. The bathroom was amazing!! Double sinks and included rain-like shower head. The kitchen, living room, and large patio were bonuses for this place. I will definitely book again."
Cozy quite private location that makes you feel like home
Stunning Apt W/ Parking and Gym | Downtown at Yale
Fridge, microwave, oven, stovetop

Stunning Apt W/ Parking and Gym | Downtown at Yale

10.0 out of 10, Exceptional, (39)
"My girlfriend and I stayed for a long weekend and it was amazing. The location was perfect the unit was so clean and looked even better than the pictures. The staff was so quick to reposed to questions and very friendly. Overall 10 out of 10, I definitely recommend. "
Stunning Apt W/ Parking and Gym | Downtown at Yale
Modern 1-bedroom in the heart of New Haven!
Property grounds

Modern 1-bedroom in the heart of New Haven!

2.0 star property
10.0 out of 10, Exceptional, (2)
"This is a nice little apartment in the heart of New Haven. It was clean and very well stocked (i.e. the kitchen had everything from plates/silverware, coffee maker, electric kettle, colander, etc. even a tandoor); and there was even laundry detergent. The host clearly wants his guests to feel at home. Also, he responded immediately when I called/texted to ask a question while there. "
The price is AED 444
AED 796 total
includes taxes & fees
29 Apr - 30 Apr
Modern 1-bedroom in the heart of New Haven!
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
3 bedrooms, iron/ironing board, WiFi, bed sheets

Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr

9.0 out of 10, Wonderful, (4)
"Great 4 day visit to New Haven. We enjoyed the neighborhood and proximity to Yale."
The price is AED 320
AED 939 total
includes taxes & fees
28 Apr - 29 Apr
Sunshine Central | Yale | 3BR | Prking | Wshr/Dryr
Luxury 2BR Apt + Work-From-Home Space
Fridge, microwave, oven, stovetop

Luxury 2BR Apt + Work-From-Home Space

10.0 out of 10, Exceptional, (3)
"So nice we were so happy everything was amazing the best location"
Luxury 2BR Apt + Work-From-Home Space
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
Outdoor pool

1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids

9.4 out of 10, Exceptional, (56)
"This was an amazing trip for me and my wife to enjoy a nice private get away. The property was very clean. The owner Gabe was very friendly and kind their dogs were a delight and very playful happy dogs. The experience overall was very nice for both of us."
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
Spacious 2 Bedroom apartment close to Yale Bowl
Exterior

Spacious 2 Bedroom apartment close to Yale Bowl

9.6 out of 10, Exceptional, (55)
"Loved this two bdrm for our overnight stay. As we prepared for our first college visit, the apartment brought me some peace as it was beautifully quiet decorated, very clean and well-appointed. We especially LOVED the Biscoff’s! This unit will meet your needs. "
The price is AED 477
AED 834 total
includes taxes & fees
12 May - 13 May
Spacious 2 Bedroom apartment close to Yale Bowl
Modern apartment in Westville/Yale Bowl area
Dining

Modern apartment in Westville/Yale Bowl area

10.0 out of 10, Exceptional, (30)
"Wonderful roomy apartment, very clean, lots of thoughtful details. Easy walk to university area."
The price is AED 477
AED 834 total
includes taxes & fees
27 Apr - 28 Apr
Modern apartment in Westville/Yale Bowl area
Downtown New Haven Escape
1 bedroom, iron/ironing board, WiFi, bed sheets

Downtown New Haven Escape

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
The price is AED 505
AED 912 total
includes taxes & fees
27 Apr - 28 Apr
Downtown New Haven Escape
Quiet 2bd Townhome apt in the heart of Cheshire.
Fridge, microwave, oven, stovetop

Quiet 2bd Townhome apt in the heart of Cheshire.

10.0 out of 10, Exceptional, (1)
"Overall a positive experience. Property was clean and worked out really well for us as location was close to family we were visiting. We are from Florida, and it was cold in CT and the heat worked great so that was really good. Andrew was responsive to requests. Only criticism was in some of the set up. There are no dressers, so you need to stack your clothes on shelves in closet, which was not terrible. Also, the only mirror in the entire place was in the bathroom downstairs (bedrooms...
The price is AED 400
AED 703 total
includes taxes & fees
7 May - 8 May
Quiet 2bd Townhome apt in the heart of Cheshire.
Wooster Square Little Italy - 2BR/1BA
Fridge, microwave, oven, stovetop

Wooster Square Little Italy - 2BR/1BA

10.0 out of 10, Exceptional, (22)
"My sister and I came to New Haven for the Cherry blossom Festival. I was presenting as I'm a wildlife educator specializing in birds of prey. My sister came from Florida.The festival was cancelled due to weather. But we still had an amazing time! Because of our adorable Flat smack dab in the middle of everything. We explored New Haven. What a beautiful magical place. Great place to stay. Thank you Jarrett "
The price is AED 575
AED 1,417 total
includes taxes & fees
27 Apr - 28 Apr
Wooster Square Little Italy - 2BR/1BA
New One Bedroom Apartment Centrally Located in Southbury
Exterior

New One Bedroom Apartment Centrally Located in Southbury

9.0 out of 10, Wonderful, (2)
"Five night stay to attend a funeral. Our apartment met all of our needs. "
The price is AED 353
AED 479 total
includes taxes & fees
5 May - 6 May
New One Bedroom Apartment Centrally Located in Southbury
Penthouse Apartment at Yale University.
Smart TV

Penthouse Apartment at Yale University.

10.0 out of 10, Exceptional, (98)
"Marc was the consummate host. Well versed, attentive & charming. Best of the many VRBOs where we have sojourned."
Penthouse Apartment at Yale University.
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
Fridge, microwave, stovetop, dishwasher

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE

2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE
Walk to Memorial Park: Pet-Friendly Bethlehem Home
1 bedroom, desk, iron/ironing board, WiFi

Walk to Memorial Park: Pet-Friendly Bethlehem Home

10.0 out of 10, Exceptional, (4)
"We had a great stay at this home. We stayed for a total of 12 nights. The home was very cozy and all the furnishings were in good condition. It was well stocked with everything one would need. The host Tom was a very pleasant man. We would definitely stay there again. "
Walk to Memorial Park: Pet-Friendly Bethlehem Home
Cozy Stay by Little Italy & Wooster Street
1 bedroom, desk, free WiFi, bed sheets

Cozy Stay by Little Italy & Wooster Street

10.0 out of 10, Exceptional, (1)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
The price is AED 437
AED 1,116 total
includes taxes & fees
5 May - 6 May
Cozy Stay by Little Italy & Wooster Street
Suite Dreams | 2BR | Parking | Washer & Dryer | Yale
TV

Suite Dreams | 2BR | Parking | Washer & Dryer | Yale

6.0 out of 10, (1)
"The blankets were little and there wasn't an extra blanket to put on the bed I had to use a mattress pad as a blanket I didn't realize it was a basement The couch was uncomfortable The host was very accommodating when my flight was canceled and I had to change my stay over one day "
The price is AED 422
AED 1,001 total
includes taxes & fees
5 May - 6 May
Suite Dreams | 2BR | Parking | Washer & Dryer | Yale
Steps from Campus - The Yale
Exterior

Steps from Campus - The Yale

10.0 out of 10, Exceptional, (12)
"We stayed for two nights while visiting friends. Having lived in the area for many years, this was a perfect way to return and visit all our favorite places. Location is perfect. Easy to walk to shops and coffee shops, easy street parking. Be aware that this is an apartment and so you will hear the neighbors. This didn’t bother us at all, but this is not a quiet area so just be aware of that before! Overall excellent place and we would certainly return!"
The price is AED 496
AED 1,311 total
includes taxes & fees
27 Apr - 28 Apr
Steps from Campus - The Yale
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Middlebury

New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2025)
"Good stay. "
New Haven Village Suites
Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (43)
"This was the perfect place for our family to stay while visiting Yale / New Haven. Everything was walkable, the property was great - our teenagers played pool for hours and we used the big screen downstairs to stream movies. Loved it! "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (88)
"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay. "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like to stay at an apartment in Middlebury?
You might not have many choices within the heart of Middlebury, but Expedia can help you search for lodging options in the area similar to apartments. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like vacation homes, condos, or cabins.
Why should you consider an apartment versus a traditional hotel?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, and also for families who want the conveniences of home.
What's a favorite apartment I should consider for a stay in Middlebury?
Here are some of the favorite apartments in the area: Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!: Situated in New Haven, 17.8 mi/28.7 km from the heart of Middlebury. Includes free WiFi, separate dining areas, and Smart TVs. 1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids: Located 17.9 mi/28.8 km away in Shelton. A private pool, free WiFi, and private patios are included. An outdoor pool and a hot tub are on site. Litchfield Hills Hideaway: It’s situated in Litchfield, 14.8 mi/23.9 km away. Includes private patios. Peaceful apartment on 3.5 acres w/ artist studio.: Located 12.8 mi/20.6 km away in Brookfield. Fireplaces and sofa beds are included. A fitness center and an outdoor pool are on site. Stunning Apt W/ Parking and Gym | Downtown at Yale: Located in New Haven, 18.7 mi/30 km from Middlebury. Includes free WiFi, separate dining areas, and sofa beds. Onsite laundry facilities and a game room are on site.
What will the weather be like during my trip to Middlebury?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Middlebury. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.
What should I see in Middlebury?
Family-friendly attractions include Quassy Amusement Park, whereas Lake Quassapaug is a spot to enjoy the outdoors. Hop Brook Lake and Union Station Clocktower are a couple of places you’ll find in the larger area.
What's the best way to get to and around Middlebury?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 3.5 mi (5.6 km) from the heart of the city. You can also search for flights into Danbury, CT (DXR-Danbury Municipal), which is 21.4 mi (34.5 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.